313822-47-8

Basic information

• Product Name: 4-Quinolinol, 2-(4-fluorophenyl)-
• CAS NO: 313822-47-8
• Molecular Formula: C15H10FNO
• Molecular Weight: 239.249
• Mol File: 313822-47-8.mol
• Article Data: 22

Chemical Properties

• CAS DataBase Reference: 4-Quinolinol, 2-(4-fluorophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Quinolinol, 2-(4-fluorophenyl)-(313822-47-8)
• EPA Substance Registry System: 4-Quinolinol, 2-(4-fluorophenyl)-(313822-47-8)

Safety Data

• Hazardous Substances Data: 313822-47-8(Hazardous Substances Data)

Upstream product

• 133776-41-7 anthranilic acid N-methoxy-N-methylamide 
• 118-48-9 isatoic anhydride 
• 766-98-3 1-ethynyl-4-fluorobenzene 
• 1203669-22-0 1-(2-bromophenyl)-3-(4-fluorophenyl)prop-2-yn-1-one 
• 6630-33-7 ortho-bromobenzaldehyde 
• 49750-46-1 p-fluorobenzonitrile oxide 
• 459-23-4 (E)-4-fluorobenzaldehyde oxime 
• 42122-44-1 methyl 3-(4-fluorophenyl)propiolate 
• 62-53-3 aniline 
• 529-23-7 o-aminobenzaldehyde 
• 403-29-2 2-bromo-4'-fluoroacetophenone 
• 201230-82-2 carbon monoxide 
• 671-14-7 N-(1-(4-fluorophenyl)ethylidene)aniline 
• 403-42-9 1-(4-fluorophenyl)ethanone 

Downstream Products

• 1148108-62-6 2-(4'-fluorophenyl)-3-phenylquinolin-4(1H)-one 
• 103914-43-8 4-chloro-2-(4-fluorophenyl)quinoline 
• 882866-46-8 2-(4'-fluorophenyl)-3-iodo-1-methylquinolin-4(1H)-one 
• 882866-36-6 4-chloro-2-(4-fluorophenyl)-3-bromoquinoline 
• 502841-09-0 3-bromo-2-(4'-fluorophenyl)quinolin-4(1H)-one 
• 882866-42-4 2-(4'-fluorophenyl)-3-iodoquinolin-4-(1H)-one 

Relevant articles and documents

An Efficient Synthesis of (1-Methyl)-2-phenyl-4-quinolones from (N-Methyl)isatoic Anhydride

The acyl substitution of (N-methyl)isatoic anhydride with N,O-dimethylhydroxylamine hydrochloride in CH3CN gave N-methoxy-N-methyl 2-(N-methyl)aminobenzamide, which was treated with ethynyllithium reagents to afford 1-[2-(N-methyl)amino]-3-phen

Access to 2-Alkyl/Aryl-4-(1 H)-Quinolones via Orthogonal "nH3" Insertion into o-Haloaryl Ynones: Total Synthesis of Bioactive Pseudanes, Graveoline, Graveolinine, and Waltherione F

An efficient one-pot synthesis of 4-(1H)-quinolones through an orthogonal engagement of diverse o-haloaryl ynones with ammonia in the presence of Cu(I), involving tandem Michael addition and ArCsp2-N coupling, is presented. The substrate scope of this convenient protocol, wherein ammonium carbonate acts as both an in situ ammonia source and a base toward diverse 2-substituted 4-(1H)-quinolones, has been mapped and its efficacy validated through concise total synthesis of bioactive natural products pseudanes (IV, VII, VIII, and XII), graveoline, graveolinine, and waltherione F.

Novel access to 2-substituted quinolin-4-ones by nickel boride-mediated reductive ring transformation of 5-(2-nitrophenyl)isoxazoles

Reductive ring transformation of 3-substituted 5-(2-nitrophenyl)isoxazoles, readily accessible via 1,3-dipolar cycloaddition of 2-ethinylnitrobenzene with nitrile oxides, opens a novel access to 2-substituted quinolin-4-ones. Nickel boride, generated in situ from nickel chloride and sodium borohydride, allows, via simultaneous reduction of the nitro group and reductive cleavage of the isoxazole ring, the one-step conversion into the target quinolin-4-ones. This protocol tolerates various functional groups, except olefins, and thus is complementary to the reductive ring transformation with iron/acetic acid, which predominantly tolerates olefins.